Ethyl Bromide → Paeonol

HRID 398018Notes

Reaction equation

HRID 398018 reaction equation
[CH3:1][C:2]([C:4]1[CH:5]=[CH:6][C:7]([OH:11])=[CH:8][C:9]=1[OH:10])=[O:3].Br[CH2:13]C.C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[CH3:1][C:2]([C:4]1[CH:5]=[CH:6][C:7]([O:11][CH3:13])=[CH:8][C:9]=1[OH:10])=[O:3]

Participants

5

Reactant 3

HCID 6332Ethyl BromideHCID 69902',4'-DihydroxyacetophenoneHCID 11430Potassium Carbonate

Product 1

HCID 11092Paeonol

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

2,4-Dihydroxyacetophenone was alkylated with bromoethane in acetone in the presence of potassium carbonate to obtain 2-hydroxy-4-methoxyacetophenone. Using this compound and 2-methoxy-benzoic acid as starting materials, the syntheses according to Examples 1a, b, c, and d yielded the compound (m.p.: 153-154.5° C.).

Sources & evidence

ORD record
ord-e7c351b4c9ad408cbfec23b35eb29bab
Source dataset
uspto-grants-2003_08
Patent number
US06610738B2

Reaction notes

Loading…